Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Brand new ocean front apartment on Nantasket Beach

Direct water front development, Owners unit with a wrap around balcony that has magnificent ocean views on one side and beautiful sunsets over looking Worlds End and the Bay on the other side. This is a brand new custom apartment in a new luxury apartment buiIding. Step outside, be on Nantasket Beach, one of the most beautiful beaches in the state. Walk to great restaurants, The Paragon Boardwalk and Beer Garden. Visit the Swedish candy store on the 1st floor or see live bands at the C-Note.

Truly Ocean-Front!: Spacious Family Home + Pets

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

PrivateBeach for 2 Adults, Gloucester MA SquishInn

SquishInn & SplashLanding are quiet, couples beach getaways. 2 adults/unit. No pets. Enjoy the pristine 1 1/4 mile private beach on our beach chairs/towels. SquishInn - hotel room-style unit. Large walk-in shower, vanity, private toilet, small sized refrigerator, Keurig & micro. FULL access to private beach & off street parking. * Combine w/ SplashLanding for a full kitchen, oceanside deck & accommodations for 4 adults. Splashlanding: copy and paste airbnb.com/h/splashlanding-gloucester-ma

Harbor View Walk to Beach & Town, 6Guests KingBeds

Spectacular Gloucester home on Cape Ann. Walk to Stage Fort Park & local beaches right across the street. Gloucester center is about 1 mile. On the way to town, walk by beaches & the park with waterfront tennis & bocce ball courts, plus a great water view playground and playing fields. Just beyond the park is famous Stacy Boulevard with the Fisherman's Memorial Monument along the waterfront. There are beautiful white sandy beaches (Good Harbor, Wingaersheek, Singing, & Crane's Beach).

Mary's By The Sea

A unique 650 square foot ground floor apt across the street from Front Beach. 6 minute walk from the Rockport MBTA . There is a separate bedroom with a queen mattress and a pullout sofa bed in the living area. The pullout sofa is best for teens or smaller kids .There is a bathroom with a sink and toilet. There is another room with a sink and shower. The kitchen area is more like a kitchenette than a full-size kitchen. We provide one parking spot next door at The Cove parking lot.

The Strand on the Beach

Welcome to the 129 The Strand! This accommodation will transport you to a tropical paradise where you can relax and enjoy the sun, sand and sea. Located a few steps from the beach, our Airbnb is the perfect place for your dream vacation. The interior is decorated in a modern and cozy style, and is equipped with everything you need for a comfortable and relaxed stay, it has 1 bed, 1 bath, living room, private entrance, parking, & refrigerator.

The Lily Pad

Beautiful beachfront property overlooking Brant Rock. Just steps away from various restaurants and bars. Very lively atmosphere. House is completely remodeled . Private access to the beach . A great place to enjoy making memories, watch beautiful sunrises and sunsets from comfort while having a cup of coffee or practice yoga on the beach while watching the visiting seals.

Between 2 Beaches

This 3 level, 3 bedroom, 2.5 baths, recently renovated beach themed, fully stocked condo, has 2 unique outdoor spaces, and is located within walking distance right in between 2 of the most amazing beaches in Cape Ann: Good Harbor Beach in Gloucester, and Long Beach in Rockport. Take your pick, no need to drive and pay to park, it's just a short to walk to either.